Studies On The Oxidation-degradation Reaction Of Aliphatic Alcohols

The oxidation of alcohols to the corresponding carbonyl compounds is a vital reaction in organic synthesis. The Dess–Martin、IBX、TPAP/NMO are the most often used oxidents. However, all of these methods still have poor atom efficiencies, significant scale- up issue and environmental pollution. As an alternative, the use of molecular oxygen as the stoichiometric oxidant should be advantageous because molecular oxygen is inexpensive, readily available, and ultimately produces benign byproducts. Among these reactions, the hydroxyl group is converted into carbonyl group or carboxyl group. The oxidation-degradation reaction of aliphatic alcohol to aldehyde has been less reported.The carbon-carbon bond is the most widespread bond existing in organic compounds. Owing to the thermodynamic stability of the C-C bond,the C-C cleavage reaction is a challenge task. C urrently chemists have developed a variety of catalytic systems for C-C bond cleavage. Among them, transition-metal catalysts such as ruthenium, rhodium, palladium, osmium, iridium, and gold have shown high efficiency for C-C bond cleavage. However, all of these noble-metal catalysts have the issue of high cost and environmental pollution. Copper salt as a catalyst possesses the advantages of easy available, inexpensive as well as good catalytic ability in organic reactions. Therefore, the development of copper-based system to realize of C-C cleavage has important research significance.Our proup have developed a strategy of demethylation of methyl ketones by using copper salt and dioxygen as catalyst and oxidant. O n the basis of our previous study, this thesis developed a strategy of oxidation?degradation of aliphatic alcohols by using copper/dioxygen system, which can make alchols degradation and oxidation at the same time.